IP Library Granted Patent US 10,035,757
Granted Patent B2
US 10,035,757 · App. 13/151,573 · Granted Jul 31, 2018

Amino and imino propionic acids, process of preparation and use

Inventors: Raúl Hernández Altamirano (Mexico City, MX); Luis Silvestre Zamudio Rivera (Mexico City, MX); Violeta Yasmín Mena Cervantes (Mexico City, MX); Hiram Isaac Beltrán Conde (Mexico City, MX); Marco Antonio Domínguez Aguilar (Mexico City, MX); Jaquelín Martínez Viramontes (Mexico City, MX); Aristeo Estrada Buendía (Mexico City, MX)
Assignee: INSTITUTO MEXICANO DEL PETROLEO
C07C227/16C07C227/10C07C227/26C07C229/12C07C229/16C07C229/24C09K15/20C10L1/223C10L1/2222C10L10/04C23F11/143C10L1/143C10L1/1608C10L1/1616C10L1/1824C10L1/1985C10L2200/0259C10L2200/043C10L2200/0423C10L2200/0446C10L2230/14C10L2270/023C10L2270/026C10L2270/04C10L2270/10C10L2300/20
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Quick Facts
Patent No.
US 10,035,757
App. No.
13/151,573
Granted
Jul 31, 2018
Kind
B2
Abstract

N-alkyl, N-alkenyl, N-cycloalkyl, N-aryl amino or imino propionic acids with an alkyl chain ranging from 6 to 18 carbons, or alkenyl chain from 8 to 30 carbons, are obtained from a reaction process in the absence of solvent at a temperature range from 30 to 180° C. and a time of 1 to 10 hours at atmospheric pressure. Formulations composed of N-alkyl or N-alkenyl or N-cycloalkyl or N-aryl amino or imino propionic acids, polyethers derived from propylene oxide or ethylene oxide or copolymer thereof and a solvent consisting of aromatic compounds such as toluene or xylene, diesel or gasoline or alcohols such as isopropanol and ethanol, or mixtures thereof, are obtained inhibit ferrous metal corrosion of pipelines and storage tanks and transport crude oil and liquid fuels. A method inhibiting corrosion of ferrous metals adds an effective amount of the corrosion inhibitor to a petroleum based material such as crude oil and liquid fuels such as gasoline, diesel fuel, and aviation fuel.

Claims (20)

1. A method of inhibiting formation of emulsions and inhibiting corrosion of ferrous metals, comprising:

preparing a formulation of :

a) a liquid selected from the group consisting of, gasoline, jet fuel, MTBE, diesel fuel and alcohol;

b) a corrosion inhibitor of at least one compound of formula III or formula IV in an amount of 5 ppm to inhibit corrosion of ferrous metals in contact with said liquid; and

c) a polypropylene oxide or polyethylene oxide having a weight average molecule weight of 100-3000 g/mol;

wherein said compound of formula III is an amino propionic acid and said compound of formula IV is an imino propionic acid having the formula

where R is a linear alkyl or alkenyl chain having 1 to 30 carbon atoms or R 1 is —H or —CH 3 and R 2 is —H; and

contacting said formulation with said ferrous metal surface to inhibit corrosion of said ferrous metal surface.

2. A method of inhibiting formation of emulsions and inhibiting corrosion of ferrous metals, comprising:

preparing a formulation of :

a) a liquid selected from the group consisting of, gasoline, jet fuel, MTBE, diesel fuel and alcohol;

b) a corrosion inhibitor of at least one compound of formula III or formula IV in an amount to inhibit corrosion of ferrous metals in contact with said liquid; and

c) a polypropylene oxide or polyethylene oxide;

wherein said compound of formula III is an amino propionic acid and said compound of formula IV is an imino propionic acid having the formula

where R is a linear alkyl or alkenyl chain having 1 to 30 carbon atoms or R 1 is —H or —CH 3 and R 2 is —H; and

contacting said formulation with said ferrous metal surface to inhibit corrosion of said ferrous metal surface;

said zwitterionic corrosion inhibitor comprises a mixture of said compound of formula III and compound of formula IV, and where said polyethylene oxide or polypropylene oxide has a weight average molecular weight of 1100 g/mol.

3. The method of claim 2 , wherein

said compound of formula IV and compound of formula III are present in a ratio of 90:10 by weight.

4. The method of claim 3 , wherein said compound of formula IV and compound of formula III comprise a mixture of 3,3′-(octadec-9 enylazanediyl) dipropionic acid and 3-(octadec-9-enylaminio) propionic acid.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 2, 2011
From: HERNANDEZ ALTAMIRANO, RAUL; ZAMUDIO RIVERA, LUIS SILVESTRE; MENA CERVANTES, VIOLETA YASMIN; BELTRAN CONDE, HIRAM ISAAC; DOMINGUEZ AGUILAR, MARCO ANTONIO; MARTINEZ VIRAMONTES, JAQUELIN; ESTRADA BUENDIA, ARISTEO
To: INSTITUTO MEXICANO DEL PETROLEO
Reel/Frame 026685/0036 →
Priority Claims (1)
MX MX/a/2010/006074 · Jun 3, 2010 · national
Continuity (1)
Related Publication 20110296746A1 · Dec 8, 2011